Ligand profile

CHEMBL5787523

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₅H₂₆N₈O₃
pchembl 8.66 ~2.2 nM
Mol. weight 486.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5787523
UniProt (similar protein)
P00813
pchembl
8.660 (~2.2 nM)
Target protein
KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 486.54 Da
LogP (Crippen) 2.50
H-bond donors 3
H-bond acceptors 10
TPSA 149.39 Ų
Rotatable bonds 5
Aromatic rings 5 / 6
Heavy atoms 36
Fraction sp³ C 0.32
Formula C₂₅H₂₆N₈O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 149.4
  • −1 ≤ LogP ≤ 5 2.50
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 486.5
  • LogP ≤ 5 2.50
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 149.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@](C(=O)NC1CCC(O)CC1)(c1ccccc1)n1ncc2c1nc(N)n1nc(-c3ccco3)nc21
InChI 
InChI=1S/C25H26N8O3/c1-25(15-6-3-2-4-7-15,23(35)28-16-9-11-17(34)12-10-16)33-22-18(14-27-33)21-29-20(19-8-5-13-36-19)31-32(21)24(26)30-22/h2-8,13-14,16-17,34H,9-12H2,1H3,(H2,26,30)(H,28,35)/t16?,17?,25-/m1/s1
InChIKey 
OVWXGWTVJDXKCO-WFUJHSFVSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Activity
1217466
Binding sites
PF00962

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04428.

PDB 12

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)